Brandon is given the request of escorting Lily, Joan's wild and crazy teenage daughter, prior to hers and Nat's wedding, which has a sudden change of venue when a very pregnant Joan goes into labor. Meanwhile, Kelly volunteers to do community service work at an AIDS hospice and befriends Jimmy Gold, a gay AIDS patient whom she is assigned to work with. David moves in with Mark at his house in the Hollywood Hills and later becomes discouraged when he learns of MZA's decision to dismiss him. Also, Valerie is frustrated when Kenny's wife suddenly shows up, disrupting their romantic plans.

Steve's so-called "harmless prank" of streaking with his fraternity pledges for Spirit Week lands Brandon in trouble. He refuses to give a video tape of the event to Chancellor Arnold, knowing it will incriminate Steve, while Tracy decides on a crafty plan to get Brandon off the hook. Meanwhile, Donna becomes chairperson of the rush committee for ALPHA sorority and lobbies to get a female jock, named Dani, accepted. Kelly takes a sickly Jimmy on a religious journey to explore his Jewish roots before he dies. David returns to school at California University, but finds all the classes he wants full, and he even has a run-in with Olympic champion gymnast Kerri Strug. Also, Kenny shows Valerie his new apartment for her to live in, but Valerie becomes angry and upset when he breaks a dinner date with her in order to go out with his wife and young son whom he continues to hide his tryst from them.

Steve declares war by trying to find a date for himself just to make Clare jealous when she starts dating another guy, named Dick Harris, whom he can't stand. Meanwhile, Donna's new fireman boyfriend, Cliff Yeager, who saved her life during the brushfire, assists her at her sorority's Halloween Haunted House bash. At the reopening of the Peach Pit After Dark, Kenny does not attend, prompting Valerie to resort to her devious tricks again by asking for $100,000 so she can keep away from him. Also, Brandon tries to get closer to Tracy while Kelly hits on Mark.